Synthesis and structural investigation of 4,4′-dimethyl-[3,3′-bi(1,2,5-oxadiazole)] 5,5′-dioxide

• Published in: Russian chemical bulletin Vol. 67; no. 11; pp. 2044 - 2048
• Main Authors: Obruchnikova, N. V., Novikov, R. A., Zlotin, S. G., Dorovatovskii, P. V., Khrustalev, V. N., Rakitin, O. A.
• Format: Journal Article
• Language: English
• Published: New York Springer US 01.11.2018; Springer Nature B.V
• Subjects: Chemistry; Chemistry and Materials Science; Chemistry/Food Science; Dioxides; Full Articles; HEXANE; Inorganic Chemistry; INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; Nitrogen tetroxide; Organic Chemistry; OXADIAZOLES; OXIDATION; OXIMES; PYRIDAZINES; SOLVENTS; SYNTHESIS; X-RAY DIFFRACTION; synthesis; oxidation; difuroxanyls; 2,3,4,5-tetraone tetraoximes; dinitrogen tetroxide
• ISSN: 1066-5285; 1573-9171
• DOI: 10.1007/s11172-018-2326-x

The oxidation of hexane-2,3,4,5-tetraone tetraoxime with dinitrogen tetroxide was studied in different solvents. The primary furoxan ring closure was found to occur involving either two central or two terminal oxime groups to form 4,7-dimethyl[1,2,5]oxadiazolo[3,4- d ]pyridazine 1,5,6-trioxide and the previously unknown 4,4′-dimethyl-[3,3′-bi(1,2,5-oxadiazole)] 5,5′-dioxide. The structure of the latter compound was established by X-ray diffraction.